data_074
# 
_chem_comp.id                                    074 
_chem_comp.name                                  [PROPYLAMINO-3-HYDROXY-BUTAN-1,4-DIONYL]-ISOLEUCYL-PROLINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H31 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CA-074; [N-(L-3-TRANS-PROPYLCARBAMOYL-OXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE]" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        385.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     074 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1QDQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
074 C1   C1   C 0 1 N N N 17.218 20.475 -3.816  3.112  0.363  8.183  C1   074 1  
074 C2   C2   C 0 1 N N N 16.027 20.436 -4.780  2.645  -0.137 6.815  C2   074 2  
074 C3   C3   C 0 1 N N N 15.786 18.993 -5.120  1.154  0.158  6.645  C3   074 3  
074 N1   N1   N 0 1 N N N 14.442 18.765 -5.629  0.707  -0.321 5.335  N1   074 4  
074 C4   C4   C 0 1 N N N 14.173 18.818 -6.932  -0.579 -0.167 4.964  C4   074 5  
074 O1   O1   O 0 1 N N N 15.019 19.137 -7.766  -1.366 0.368  5.714  O1   074 6  
074 C5   C5   C 0 1 N N S 12.752 18.514 -7.412  -1.038 -0.660 3.616  C5   074 7  
074 C6   C6   C 0 1 N N N 11.870 19.816 -7.209  -0.249 0.051  2.516  C6   074 8  
074 O2   O2   O 0 1 N N N 12.077 17.382 -6.835  -2.431 -0.384 3.457  O2   074 9  
074 C7   C7   C 0 1 N N N 10.502 19.607 -7.844  -0.708 -0.442 1.168  C7   074 10 
074 O3   O3   O 0 1 N N N 10.304 19.904 -9.030  -1.581 -1.280 1.095  O3   074 11 
074 N2   N2   N 0 1 N N N 9.604  19.137 -6.950  -0.149 0.048  0.044  N2   074 12 
074 C8   C8   C 0 1 N N S 8.224  18.767 -7.251  -0.596 -0.431 -1.265 C8   074 13 
074 C9   C9   C 0 1 N N S 7.365  18.505 -5.967  -1.748 0.443  -1.763 C9   074 14 
074 C10  C10  C 0 1 N N N 7.914  17.228 -5.333  -2.910 0.370  -0.769 C10  074 15 
074 C11  C11  C 0 1 N N N 7.394  19.662 -4.972  -1.272 1.892  -1.885 C11  074 16 
074 C12  C12  C 0 1 N N N 6.173  19.629 -4.026  -2.425 2.767  -2.382 C12  074 17 
074 C13  C13  C 0 1 N N N 7.406  19.748 -8.069  0.547  -0.358 -2.243 C13  074 18 
074 O4   O4   O 0 1 N N N 7.529  20.972 -7.931  1.630  0.052  -1.882 O4   074 19 
074 N3   N3   N 0 1 N N N 6.564  19.195 -8.954  0.368  -0.751 -3.520 N3   074 20 
074 C14  C14  C 0 1 N N N 6.689  17.824 -9.486  -0.887 -1.269 -4.091 C14  074 21 
074 C15  C15  C 0 1 N N N 5.612  17.699 -10.542 -0.448 -2.123 -5.307 C15  074 22 
074 C16  C16  C 0 1 N N N 5.422  19.148 -10.942 0.742  -1.293 -5.856 C16  074 23 
074 C17  C17  C 0 1 N N S 5.567  19.974 -9.663  1.392  -0.728 -4.575 C17  074 24 
074 C18  C18  C 0 1 N N N 4.296  20.168 -8.795  1.860  0.682  -4.818 C18  074 25 
074 O    O    O 0 1 N N N 4.221  19.655 -7.669  1.398  1.592  -4.171 O    074 26 
074 OT   OT   O 0 1 N N N 3.413  20.928 -9.182  2.791  0.929  -5.754 OT   074 27 
074 H11  1H1  H 0 1 N N N 17.396 21.546 -3.563  2.549  -0.144 8.967  H11  074 28 
074 H12  2H1  H 0 1 N N N 17.075 19.830 -2.917  4.174  0.152  8.304  H12  074 29 
074 H13  3H1  H 0 1 N N N 18.123 19.961 -4.216  2.944  1.438  8.253  H13  074 30 
074 H21  1H2  H 0 1 N N N 15.121 20.949 -4.379  3.208  0.369  6.031  H21  074 31 
074 H22  2H2  H 0 1 N N N 16.169 21.080 -5.678  2.813  -1.212 6.745  H22  074 32 
074 H31  1H3  H 0 1 N N N 16.556 18.612 -5.830  0.591  -0.349 7.429  H31  074 33 
074 H32  2H3  H 0 1 N N N 16.005 18.331 -4.249  0.986  1.233  6.715  H32  074 34 
074 HN11 1HN1 H 0 0 N N N 13.639 18.555 -5.036  1.337  -0.749 4.734  HN11 074 35 
074 H51  1H5  H 0 1 N N N 12.874 18.218 -8.480  -0.871 -1.735 3.546  H51  074 36 
074 H61  1H6  H 0 1 N N N 11.795 20.111 -6.136  -0.416 1.126  2.586  H61  074 37 
074 H62  2H6  H 0 1 N N N 12.376 20.732 -7.592  0.813  -0.159 2.637  H62  074 38 
074 HO21 1HO2 H 0 0 N N N 11.194 17.193 -7.133  -2.536 0.574  3.526  HO21 074 39 
074 HN21 1HN2 H 0 0 N N N 9.984  19.058 -6.006  0.549  0.719  0.103  HN21 074 40 
074 H81  1H8  H 0 1 N N N 8.402  17.849 -7.859  -0.935 -1.463 -1.178 H81  074 41 
074 H91  1H9  H 0 1 N N N 6.292  18.401 -6.253  -2.080 0.087  -2.737 H91  074 42 
074 H101 1H10 H 0 0 N N N 7.302  17.041 -4.419  -2.577 0.727  0.204  H101 074 43 
074 H102 2H10 H 0 0 N N N 7.936  16.361 -6.033  -3.731 0.993  -1.124 H102 074 44 
074 H103 3H10 H 0 0 N N N 9.009  17.270 -5.130  -3.248 -0.661 -0.682 H103 074 45 
074 H111 1H11 H 0 0 N N N 8.351  19.684 -4.400  -0.940 2.249  -0.910 H111 074 46 
074 H112 2H11 H 0 0 N N N 7.479  20.644 -5.492  -0.445 1.945  -2.593 H112 074 47 
074 H121 1H12 H 0 0 N N N 6.194  20.474 -3.299  -2.086 3.799  -2.470 H121 074 48 
074 H122 2H12 H 0 0 N N N 5.215  19.606 -4.597  -2.757 2.410  -3.357 H122 074 49 
074 H123 3H12 H 0 0 N N N 6.087  18.646 -3.505  -3.252 2.715  -1.675 H123 074 50 
074 H141 1H14 H 0 0 N N N 7.711  17.579 -9.857  -1.409 -1.888 -3.362 H141 074 51 
074 H142 2H14 H 0 0 N N N 6.641  17.033 -8.701  -1.524 -0.446 -4.416 H142 074 52 
074 H151 1H15 H 0 0 N N N 5.842  16.998 -11.378 -0.122 -3.113 -4.991 H151 074 53 
074 H152 2H15 H 0 0 N N N 4.686  17.167 -10.219 -1.248 -2.193 -6.044 H152 074 54 
074 H161 1H16 H 0 0 N N N 6.107  19.474 -11.758 1.440  -1.933 -6.396 H161 074 55 
074 H162 2H16 H 0 0 N N N 4.464  19.335 -11.482 0.387  -0.484 -6.494 H162 074 56 
074 H171 1H17 H 0 0 N N N 5.819  21.034 -9.899  2.235  -1.353 -4.281 H171 074 57 
074 HXT  HXT  H 0 1 N N N 2.634  21.046 -8.650  3.091  1.835  -5.910 HXT  074 58 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
074 C1  C2   SING N N 1  
074 C1  H11  SING N N 2  
074 C1  H12  SING N N 3  
074 C1  H13  SING N N 4  
074 C2  C3   SING N N 5  
074 C2  H21  SING N N 6  
074 C2  H22  SING N N 7  
074 C3  N1   SING N N 8  
074 C3  H31  SING N N 9  
074 C3  H32  SING N N 10 
074 N1  C4   SING N N 11 
074 N1  HN11 SING N N 12 
074 C4  O1   DOUB N N 13 
074 C4  C5   SING N N 14 
074 C5  C6   SING N N 15 
074 C5  O2   SING N N 16 
074 C5  H51  SING N N 17 
074 C6  C7   SING N N 18 
074 C6  H61  SING N N 19 
074 C6  H62  SING N N 20 
074 O2  HO21 SING N N 21 
074 C7  O3   DOUB N N 22 
074 C7  N2   SING N N 23 
074 N2  C8   SING N N 24 
074 N2  HN21 SING N N 25 
074 C8  C9   SING N N 26 
074 C8  C13  SING N N 27 
074 C8  H81  SING N N 28 
074 C9  C10  SING N N 29 
074 C9  C11  SING N N 30 
074 C9  H91  SING N N 31 
074 C10 H101 SING N N 32 
074 C10 H102 SING N N 33 
074 C10 H103 SING N N 34 
074 C11 C12  SING N N 35 
074 C11 H111 SING N N 36 
074 C11 H112 SING N N 37 
074 C12 H121 SING N N 38 
074 C12 H122 SING N N 39 
074 C12 H123 SING N N 40 
074 C13 O4   DOUB N N 41 
074 C13 N3   SING N N 42 
074 N3  C14  SING N N 43 
074 N3  C17  SING N N 44 
074 C14 C15  SING N N 45 
074 C14 H141 SING N N 46 
074 C14 H142 SING N N 47 
074 C15 C16  SING N N 48 
074 C15 H151 SING N N 49 
074 C15 H152 SING N N 50 
074 C16 C17  SING N N 51 
074 C16 H161 SING N N 52 
074 C16 H162 SING N N 53 
074 C17 C18  SING N N 54 
074 C17 H171 SING N N 55 
074 C18 O    DOUB N N 56 
074 C18 OT   SING N N 57 
074 OT  HXT  SING N N 58 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
074 SMILES           ACDLabs              10.04 O=C(O)C1N(C(=O)C(NC(=O)CC(O)C(=O)NCCC)C(C)CC)CCC1                                                                                                                                         
074 InChI            InChI                1.02b InChI=1/C18H31N3O6/c1-4-8-19-16(24)13(22)10-14(23)20-15(11(3)5-2)17(25)21-9-6-7-12(21)18(26)27/h11-13,15,22H,4-10H2,1-3H3,(H,19,24)(H,20,23)(H,26,27)/t11-,12-,13-,15-/m0/s1/f/h19-20,26H 
074 InChIKey         InChI                1.02b UDNIFTKCMDIXFC-RFSISOJVDX                                                                                                                                                                 
074 SMILES_CANONICAL CACTVS               3.341 CCCNC(=O)[C@@H](O)CC(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(O)=O                                                                                                                        
074 SMILES           CACTVS               3.341 CCCNC(=O)[CH](O)CC(=O)N[CH]([CH](C)CC)C(=O)N1CCC[CH]1C(O)=O                                                                                                                               
074 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCNC(=O)[C@H](CC(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(=O)O)O                                                                                                                         
074 SMILES           "OpenEye OEToolkits" 1.5.0 CCCNC(=O)C(CC(=O)NC(C(C)CC)C(=O)N1CCCC1C(=O)O)O                                                                                                                                           
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
074 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3S)-3-hydroxy-4-oxo-4-(propylamino)butanoyl]-L-isoleucyl-L-proline                                                    
074 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S,3S)-2-[[(3S)-3-hydroxy-4-oxo-4-propylamino-butanoyl]amino]-3-methyl-pentanoyl]pyrrolidine-2-carboxylic acid" 
# 
